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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 441684Generated: October 27, 2026

Methyl Chloride → Hydrazine

https://huagongshe.com/reaction/441684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl ChlorideHCID 6327—
ReactantTetrahydropyrimidine-2-thioneHCID 2723785—
Reactant1,4,5,6-Tetrahydropyrimidin-2-ylhydrazine hydrochlorideHCID 21417040—
SolventIsopropanolHCID 3776—
ProductHydrazineHCID 9321—
Product2-Methylthio-1,4,5,6-tetrahydropyrimidine hydrochlorideHCID 21417132—

Reaction Conditions

Temperature4 °C

Reaction Steps

The preparation of the starting material, 1,4,5,6-tetrahydropyrimidin-2-ylhydrazine hydrochloride, is carried out as follows: 1,4,5,6-tetrahydropyrimidin-2-thione and methyl chloride (excess) are added to isopropanol and the mixture heated in an autoclave at 170°-180° C. for hours. Cooling to 4° C. yields a precipitate of 2-methylthio-1,4,5,6-tetrahydropyrimidine hydrochloride, which upon treatment with hydrazine in boiling ethanol yields the desired intermediate melting at 191°-192° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE029358
Source datasetuspto-grants-1977_08
ORD IDord-ad75af06ea2e46a3a06638c3d8f3065b
Source noteuspto-grants-1977_08